Red trisazo dye and process of making same.



gTATEfi PATENT @hhlitlfi GEORG KALISCHER, OF

FRANKFORT-ON-THE-MAIN, GERMANY, ASSIGNOR TO CAESELLA COLOR COMPANY, OF NEW YORK, N. Y.

RED TRISAZO DYE AND PROCESS OF MAKXNG SAME.

No. assess.

Specification of Letters Patent.

Patented May 5, 1908.

Application filed August 21, 1905. Serial No. 275,170. (Specimens) (X re resenting an aromatic radical such as C H I'LCH Y an alpha or betanaphtholsulfoacid).

For the manufacture of the dyestuffs I use the 5.oxynsphthodiamidobenzaldehydin.7. sulfoacid obtained by condensing in aqueous solution one molecule of 1 .2.diami.donaphthalene 5.oxy.7.suhoacid with two molecules of m-ainidobenzal'dehyde (or m-nitr ibenzaldehyde and subsequent reduction). The preparation of this compound is described in my co'pending application, Serial No. 275,171, filed August 21, 1905, issued December 12th, 1905, Letters Patent No.'807,l17. Starting from'this sulfoa-cid I can prepare the coloring matters in two slightly different ways, either by combining a diazo compound in alkaline solution with the said sulfoacid, tetrazotizing the body thus obtained and combining it in alkaline solution with two molecules of a na htholsulfoacid, or by first tetrazotizing the su foacid, combining in alkaline solution with two molecules of an alpha or a betanaphtholsulfoacicl and finally cou ling witha diazo com ound. These 1 consiienas equivalent procedures for producing the same product, only'thc se uence of steps in the process being changer The dyestull's produced according to the two Ways are of course identical. They have the property of dyeing unmordunted cotton direct in shades varying from yellowish-red to bluish-red. The colors are exceedingly fast to washing and to acids.

The method of production is illustrated by the following examples:

Exam le 1. 40 kilos 5.oxynaphthodiamidobenza dehydin sulfoacid are dissolved in Water with 11.5 kilos caustic soda of 40 B., then 13.8 kilos nitrite of sodium are added;

the solution thus obtained is slowly intro-v duced into a cooled mixture of 72 kilos hydrochloric acid of 20 B. and about 500 kilos water. The tetraz'o body is poured into a solution of 49.2 kilos 2.naphthbl6.sulfoacid (sodium salt) containing an excess of soda.

As soon as the reaction is complete, thediazo solution of kilos anilin prepared in the usual Way is added. After stirring for some hours and slowly heating to about 60 Q, the dylestuft is precipitated by means of common sa t.

Example 9.3 kilos anilin are diazotized and introduced into the cooled solution of 46 kilos 5.oxynaphthodiamidobenzaldehydin.

7.sulfoacid containing an excess of soda.

The combination being finished,the solution cipitated with commonsalt, ltered off and dried.

the manner in which it may be carried out, What I claim is:

1. The herein described rocess of producing red trisazo dyes, w'ich consists in Having now described my invention and combining one molecule of a diazo compound with one molecule of 5 oxynaphthodiamidobcnzaldchydin.7.sulfo acid, then tetrazotizing this body and then combiningsaid bod with two molecules of a naphthol-sulfoaci The herein described recess, of producing red trisazo dyes, W 'ch consists in combining in an alkaline solution, one moleculc of a diazotized aromatic amin with one molecule of the 5-oxynaphthodiamidobenzaldehydin-Y-sulfoacid, then tetrazotizing the body thus obtained, and then combining it in an alkaline solution, with two molecules of a na lithol-sulfoacid.

3. T is herein described process of producing red trisazo dyes, which consists in first diazotizing anilin, then introducin the same in a cool solution of 5-oxynaphthodiamidobenzaldehydin-7-sulfoacid, containing an excess of soda, then acidulating said solution with hydrochloric acid, then tetrazotizing with sodium nitrate, then mixing with a cool solution of Z-naphthol-G-sodium sulfoaeaeea nate in ihe presence of an excess of sodium changes into a more yellowish shade when carbonate and finally precipitating with I water is added, and which dye unmordanted. oominonsalt. cotton red shades substantially as described.

. .4. The coloring matter obtained as here- Signed at Frankfort-on-the-Main in the 6 inhefore described having the following Province of Hesse-Nassau and Kingdom, of 15 characteristics: the ,said trisazo coloring Prussia this 81st day of July A. D. 1905.

matters repi'esent inv the dry state Powders GEORG KALISOIIER. of a reddish-brown shade, soluble 1n Water 3 Witnesses: with 'a red color, dissolve in concentrated JEAN GRUND,

.0 sulfuricacid with a bluish-red color which CARL G RUND. 

